US4160842A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Insecticidal [β-(substituted-phenyl)vinyl]cyclopropanecarboxylates
Assignee: FMC Corp
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Filing: 1976-08-27
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Granted: 1979-07-10
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Expires: 1996-08-27
Abstract
Abstract New insecticidal (β-phenylvinyl)cyclopropanecarboxylates having on the phenyl ring one or more substituents such as halogen, cyano, nitro, lower alkyl, aryl, aralkyl, lower alkoxy, lower alkylthio, aryloxy, arylthio, lower haloalkyl, di(lower alkyl)amino, or methylenedioxy are described, and their preparation and insecticidal utility are exemplified.
Inventors
- 👤 John F. Engel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 06:54
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42; A; A01; A01N; A01N53/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
143 words
An insecticidal compound of the formula: ##STR3## in which X is halogen, cyano, nitro, aryl, aralkyl, aryloxy, arylthio, alkyl of C 1 -C 4 , alkoxy of C 1 -C 4 , alkylthio of C 1 -C 4 , haloalkyl of C 1 -C 2 , dialkylamino in which alkyls are C 1 -C 2 , or methylenedioxy; n is 1, 2, or 3; and R is an alcohol residue selected from the group consisting of: (a) a benzyl- or phenoxy-substituted benzyl group of the formula: ##STR4## wherein Z is hydrogen, methyl, cyano, ethynyl, or phenyl, and A is --O-- or --CH 2 --; (b) a benzyl- or phenoxy-substituted furylmethyl group; (c) an imidomethyl group selected from the group consisting of maleimidomethyl, phthalimidomethyl, and tetrahydrophthalimidomethyl; and, (d) a benzyl group substituted in at least two ring positions with chloro, methyl, or methylenedioxy groups.
Claim 2
Dependent Claim
143 words
An insecticidal compound of the formula: ##STR3## in which X is halogen, cyano, nitro, aryl, aralkyl, aryloxy, arylthio, alkyl of C 1 -C 4 , alkoxy of C 1 -C 4 , alkylthio of C 1 -C 4 , haloalkyl of C 1 -C 2 , dialkylamino in which alkyls are C 1 -C 2 , or methylenedioxy; n is 1, 2, or 3; and R is an alcohol residue selected from the group consisting of: (a) a benzyl- or phenoxy-substituted benzyl group of the formula: ##STR4## wherein Z is hydrogen, methyl, cyano, ethynyl, or phenyl, and A is --O-- or --CH 2 --; (b) a benzyl- or phenoxy-substituted furylmethyl group; (c) an imidomethyl group selected from the group consisting of maleimidomethyl, phthalimidomethyl, and tetrahydrophthalimidomethyl; and, (d) a benzyl group substituted in at least two ring positions with chloro, methyl, or methylenedioxy groups.
Claim 3
Dependent Claim
21 words
The compound of claim 1 in which X is chloro, cyano, methyl, methoxy, or methylenedioxy; and n is 1 or 2.
Claim 4
Dependent Claim
13 words
The compound of claim 2 in which R is: 3-phenoxybenzyl, α-cyano-3-phenoxybenzyl, or 5-benzyl-3-furylmethyl.
Claim 5
Dependent Claim
9 words
The compound of claim 3 which is α-cyano-3-phenoxybenzyl 3-[β-(4-chlorophenyl)vinyl]-2,2-dimethylcyclopropanecarboxylate.
Claim 6
Dependent Claim
12 words
The compound of claim 4 in which the predominant isomer is cis.
Claim 7
Dependent Claim
89 words
The insecticidal compound of claim 1 in which R is an alcohol residue selected from the group consisting of: (a) a benzyl-or phenoxy-substituted benzyl group of the formula: ##STR5## wherein Z is hydrogen, methyl, cyano, ethynyl, or phenyl and A is --O-- or --CH 2 --; (b) 5-benzyl-3-furylmethyl; (c) an imidomethyl group selected from the group consisting of maleimidomethyl, phthalimidomethyl, and tetrahydrophthalimidomethyl; (d) a benzyl group substituted in at least two ring positions with chloro, methyl, or methylenedioxy groups, selected from the group consisting of 3,4-methylenedioxybenzyl, 2-chloro-4,5-methylenedioxybenzyl, and 2,4-dimethylbenzyl.
Claim 8
Dependent Claim
25 words
The compound of claim 1 in which X is selected from the group consisting of fluoro, chloro, and bromo and n is 1 or 2.
Claim 9
Dependent Claim
21 words
An insecticidal composition comprising an insecticidally effective amount of a compound of claim 1 in admixture with an agriculturally acceptable extender.
Claim 10
Dependent Claim
12 words
An insecticidal composition of claim 8 which contains a surface active agent.
Claim 11
Dependent Claim
25 words
A method of controlling insects which comprises applying to the locus where control is desired an insecticidally effective amount of a compound of claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-07-09 | 1983-01-08 | 1983-07-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-07-09 | 1987-01-08 | 1987-07-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-07-09 | 1991-01-08 | 1991-07-10 | $7700.00 | Window Closed / Lapsed |